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Skyward Specialty Insurance

Engaged Employer

Exciting and Innovative Specialty Insurance - Anonymous employee Skyward Specialty Insurance Employee Review

5.0
Jan 31, 2022
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

I've been at Skyward for just under 5 months and have been very impressed by the positive trajectory of the organization and excited for the plans for 2022 and beyond. Having worked in specialty insurance for awhile, it is impressive to be with an organization that is transparent with their employees and celebrates individual contributions. Though no company is perfect, Skyward is striving to live up to aspirational values, and clearly communicates where we still have room to grow and how each employee can help to create a GREAT organization. Overall it's an exciting time to be here and I'm excited by what looks to be a promising future.

Cons

As with all organizations, COVID has presented many roadblocks. Skyward is very accommodating to remote / hybrid work schedules for employees. Looking forward at how to best utilize office space will present opportunities for continued improvement.

Explore other reviews about Skyward Specialty Insurance

5.0
Jul 5, 2026
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

The company and culture at Skyward Specialty Insurance is outstanding and by far my favorite over the course of my career.

Cons

My only con would be that although the benefits package overall is good, the medical coverage this year was not as favorable as in past years.

1.0
Apr 22, 2026
Recommend
CEO approval
Business Outlook

Pros

Compensation is fine and benefits are fine.

Cons

Management practices dictatorship. IT managers do NOT understand IT. They are technically very poor. Off shore contractors just fool them and they are willing to be ridiculed by them. They emphasize on overworking. Politics at its peak. Directors have rude behavior. They do not provide any training, just shooting in the air. Most of the calls happen after office hours. There are weekend releases so your Friday evenings and Saturday mornings are destroyed. No reward, no bonus. They have a system called Clockify where you have to justify every second of your work.

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